Tuesday, November 5, 2024
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Summer season Trip Evening 2 · Primer


A classy tropical evening look that looks like it costs way more than its (sale) price.

You’re a long night’s sleep and a full day of decompressing into your respite in paradise and you’re heading to the first real dinner with the people you care about. The goal is look put-together but still comfortable and casual. This outfit will work in most waterside spots, with some easy tweaks if needed:

Get the Look:
Shirt: Banana Republic
Shorts: Cotton-linen Jackquard
Sneakers: Sperry
Watch: Fossil Carraway
Bracelet: Fossil
Wallet: Bellroy Card Case

green button up short sleeve shirt

Banana Republic Luxury Touch Resort Shirt, $27.99 $70

This relaxed fit shirt is made with jersey cotton, so while it has buttons and has a dressier effect, it’ll feel like wearing your nicest t-shirt. Plus the flat camp collar with white piping gives it a retro vibe, one of my tricks for dressing “nice” in summer.

Blue pull on shortsBlue pull on shorts

Banana Republic Jacquard Short, $31.98 $90

A unique pair at a discount, these pull-on shorts are made of a jacquard fabric which has a black and navy textured geometric weave.

close up of geometric pattern on shortsclose up of geometric pattern on shorts

If the pattern or drawstring isn’t what you’re looking for, a pair of charcoal chino shorts in a 7-9″ inseam will keep the outfit intentional.

For an evening look with pants, BR also has a pair of linen cotton traveler pants that would be a smart swap.

sperry tan sneakersperry tan sneaker

Sperry Cloud CVO Sneaker, $80

These Sperrys strike that perfect balance of classic, minimalist, and sophisticated, no easy feat for a simple canvas sneaker from a brand dating back to 1935.

If you’re looking for something more like a dressy sandal, leather huaraches are a solid choice that will fit right at home in any hot vacation spot.

fossil square watchfossil square watch

Fossil Carraway Watch, $170

Rectangular watches always offer an outfit a dressier vibe, and in summer, with less layers, making use of that is strategic. We recently also featured one in our Chris Pine outfit rebuild.

stainless steel minimalist braceletstainless steel minimalist bracelet

Fossil Stainless Steal Bracelet, $18 $65

Jewelry doesn’t have to be big or flashy. Adding a small, unassuming chain bracelet next to your watch can have a rakish effect without the fuss.

Thoughts or swaps? Let’s chat below!



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